Western Massachusetts vacation rentals
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Top-rated vacation rentals in Western Massachusetts
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Western Massachusetts vacation rentals
Other great vacation rentals in Western Massachusetts
Guest favorite
Tiny home in Wilmington
4.99 out of 5 average rating, 145 reviewsBeautiful Timber Frame Retreat
Guest favorite
Apartment in Northampton
4.92 out of 5 average rating, 543 reviewsSunny Peaceful Home
Guest favorite
Guesthouse in Williamstown
4.97 out of 5 average rating, 147 reviewsBrookside Cottage
Guest favorite
Guesthouse in Brattleboro
4.93 out of 5 average rating, 433 reviewsMahalo Temple Retreat
Guest favorite
Barn in Marlboro
4.95 out of 5 average rating, 264 reviewsThe Studio With a View. Bring your dog, too!
Guest favorite
Apartment in Plainfield
4.97 out of 5 average rating, 238 reviewsSunny, light filled loft in 1873 Colonial
Guest favorite
Cabin in Savoy
4.98 out of 5 average rating, 188 reviewsThe Camp - 20 Minutes to Berkshire East!
Guest favorite
Treehouse in Tyringham
5.0 out of 5 average rating, 230 reviewsGingerbread House Tower in the Berkshire Hills
Other great vacation rentals in Western Massachusetts
Guest favorite
Guesthouse in Putney
4.97 out of 5 average rating, 202 reviewsCozy cottage loft and retreat
Guest favorite
Home in Williamsburg
4.99 out of 5 average rating, 159 reviewsHilltown Studio
Guest favorite
Guesthouse in Northampton
4.92 out of 5 average rating, 240 reviewsLarge Studio – Walk to Town
Guest favorite
Guest suite in Charlemont
4.9 out of 5 average rating, 183 reviewsUnique People & Pet-Welcoming Haven
Guest favorite
Apartment in Hadley
4.97 out of 5 average rating, 215 reviewsSweet Retreat minutes from Northampton & Amherst
Guest favorite
Chalet in Otis
4.94 out of 5 average rating, 351 reviewsMid-Century Glass Octagon in the Berkshires
Guest favorite
Guesthouse in North Bennington
4.98 out of 5 average rating, 153 reviewsBirch House - lake, green trees + modern comforts
Guest favorite
Cabin in Guilford
4.96 out of 5 average rating, 482 reviewsSerenity Now - Couples Retreat or Writer's Dream
Destinations to explore
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- Beachfront rentals Western Massachusetts
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